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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413473Generated: October 26, 2026

Potassium Carbonate → 1-(2-Chloro-5-methyl-3-pyridylmethyl)2-nitroiminoimidazolidine

https://huagongshe.com/reaction/413473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantCesium ChlorideHCID 24293—
Reactant2-Chloro-3-(chloromethyl)-5-methylpyridineHCID 11206082—
ReactantN-nitroimidazolidin-2-imineHCID 135413413—
SolventAcetonitrileHCID 6342—
Product1-(2-Chloro-5-methyl-3-pyridylmethyl)2-nitroiminoimidazolidineHCID 13634771290%

Reaction Steps

2-chloro-3-chloromethyl-5-methylpyridine (1.3 g, 0.0076 moles) was added to a well-stirred material comprising 2-nitroimino-1, 3-diazacyclopentane (1.18 g, 0.00912 moles), potassium carbonate (1.16 g, 0.0083 moles), cesium chloride (0.04 g, 0.00024 moles) in acetonitrile (20 ml) solvent at room temperature. The reaction mixture was refluxed for 8 hours. The solvent was removed under reduced pressure and the mass diluted with water (25 ml). The mass was then extracted with methylene chloride (2×50 ml) and the layers were separated. Organic layer was dried over sodium sulphate and solvent removed under reduced pressure. The residue thus obtained was subjected to chromatographic purification on silica gel to give 1-(2-chloro-5-methyl-3-pyridylmethyl)2-nitroiminoimidazolidine in 90% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06566528B1
Source datasetuspto-grants-2003_05
ORD IDord-9e0e5b816c2f4bac938a2cceb69764b1
Source noteuspto-grants-2003_05